Windsor Hills Resort, Windsor Hills holiday accommodation: short-term house rentals & properties

Holiday rentals with weekly discounts – Windsor Hills Resort

Showing deals for:11 Sept - 18 Sept

Exceptional

(18 reviews)

Luxary villa close to disney

Kissimmee

7% off

for 7 nights, 1 villa

AU$284 per night

includes taxes & fees

Exceptional

(20 reviews)

Where Dreams Come True! - Only a few minutes from Disney!

Kissimmee

7% off

for 7 nights, 1 home

AU$466 per night

includes taxes & fees

Exceptional

(135 reviews)

FREE Pool Heat - Stay in the BEST Luxury 5 bedroom villa with SOUTH facing pool

Kissimmee

8% off

for 7 nights, 1 villa

AU$471 per night

includes taxes & fees

Exceptional

(6 reviews)

W/Hills,5Bed/3Bath-Avengers Games room,Cars/princess themed rooms,free pool heat

Kissimmee

8% off

for 7 nights, 1 villa

AU$496 per night

includes taxes & fees

Exceptional

(129 reviews)

Amazing Private Theater and Game Room! Pool/Spa & Star Wars room! Free Pool Heat

Kissimmee

7% off

for 7 nights, 1 home

AU$450 per night

includes taxes & fees

Exceptional

(86 reviews)

😎RELAX at Windsor Hills🌴, minutes to Disney - 5 bed / 5 bath, Private Pool🌞

Kissimmee

8% off

for 7 nights, 1 home

AU$466 per night

includes taxes & fees

Exceptional

(114 reviews)

Free Pool Heat /BBQ! No Rear Neighbors! South Facing Pool!-Updated AC Game Room!

Kissimmee

9% off

for 7 nights, 1 home

AU$497 per night

includes taxes & fees

Exceptional

(76 reviews)

4 Masters, wifi, private pool, Ultimate gameroom, resort community, 3mi to WDW

Kissimmee

7% off

for 7 nights, 1 home

AU$402 per night

includes taxes & fees

Grand single family home. Private pool & game room in exclusive Windsor Hills.

Exceptional

(125 reviews)

5-star home with water park, private pool/hot tub/free heat- 2 lights to Disney!

Kissimmee

7% off

for 7 nights, 1 home

AU$461 per night

includes taxes & fees

Exceptional

(218 reviews)

Fantastic Pool & Free Water Park only Minutes to Walt Disney Worlds Front Gate!

Kissimmee

7% off

for 7 nights, 1 apartment

AU$323 per night

includes taxes & fees

Open Concept, Den and kitchen are one great room with lots of seating.

Exceptional

(6 reviews)

Mickey’s Vacation Villa-Premium- Minutes from Disney World with private pool!

Kissimmee

8% off

for 7 nights, 1 home

AU$850 per night

includes taxes & fees

Exceptional

(126 reviews)

Steps from clubhouse. "Be Our Guest" in Windsor Hills-pool heat

Kissimmee

7% off

for 7 nights, 1 home

AU$270 per night

includes taxes & fees

6 Bedroom Lakeview Pool House in Windsor Hills Resort, Just 5 Minutes From Disney!

Exceptional

(148 reviews)

Ohana House: 5 Min to WDW! | 100% Renovated | Modern, Luxury, Lakeview, Gameroom

Kissimmee

8% off

for 7 nights, 1 home

AU$581 per night

includes taxes & fees

Exceptional

(93 reviews)

✨Luxury Disney Retreat ✨Private Pool ✨Epic Themed Rooms

Kissimmee

7% off

for 7 nights, 1 home

AU$324 per night

includes taxes & fees

Living room with 75” 4K UHD HDR Smart TV with Roku

Excellent

(167 reviews)

Mickey's Hangout - Quiet but close to Clubhouse & Pool - Under NEW MANAGEMENT

Kissimmee

7% off

for 7 nights, 1 apartment

AU$209 per night

includes taxes & fees

Exceptional

(72 reviews)

Lake View and Top floor on Disney's doorstep - Great location

Kissimmee

7% off

for 7 nights, 1 apartment

AU$265 per night

includes taxes & fees

Find spaces that suit your style

House

Condo/Apartment

Find the best place to stay - Windsor Hills Resort

Premier Host

South Facing Lux 5bd/5ba Pool Home W/spa & Private View 2mi To Disney!

Sleeps 10 · 5 bedrooms · 5 bathrooms

Fabulous Lake View/South Facing Pool Home- Game room -2 Miles to Disney!

Sleeps 10 · 5 bedrooms · 5 bathrooms

Premier Host

Heatable pool & hot-tub, TV in all bedrooms, free Wi-Fi, pond view in back

Sleeps 8 · 4 bedrooms · 4 bathrooms

2Pool Home Water Park Disney 2 m Universal Sea World! By Mystic Dunes golf !

Sleeps 6 · 3 bedrooms · 3 bathrooms

Top rated rentals - Windsor Hills Resort

Image of Steps from clubhouse. "Be Our Guest" in Windsor Hills-pool heat

Premier Host

Great stay

We had a great stay here. The check in process was super simple. Our host was always available for communication. The plunge pool is deceptively bigger in reality compared to the pictures which was a nice surprise. Overall cannot complain. Thanks for having us.

Arron R.

Stayed Aug 2024

Image of Wonderful Vacation Villa/Close to Disney, Epcot, Wide World of Sports and Golf

Premier Host

Perfect House for a family group

This house has plenty of space for 6 adults and 4 children, 5 bathrooms, heated pool and spa, within easy driving distance of all Disney parks, outlets, supermarkets, anything you need. The house is very well equipped - games equipment and room, plenty of cooking facilities, really there was nothing else we needed. Also a good base for a drive to Kennedy Space Centre and The Everglades Airboat rides. Perfect base for an extended family holiday.

Maria P.

Stayed Jan 2024

Peace of mind
Our Book with Confidence Guarantee gives you 24/7 support
More quality time
From booking to staying, the whole process is simple and enjoyable
All the privacy of home
Enjoy full kitchens, laundry, pools, gardens and more
More for less
More space, more privacy, more amenities — more value